Methyl 2-acetyl-2-allylpent-4-ene-1-oate

Base Information

• Chemical Name: Methyl 2-acetyl-2-allylpent-4-ene-1-oate
• CAS No.: 3666-84-0
• Molecular Formula: C11H16 O3
• Molecular Weight: 196.246
• Hs Code.: 2918300090
• European Community (EC) Number: 222-929-2
• UNII: Z8K2HEA7BG
• DSSTox Substance ID: DTXSID80190115
• Nikkaji Number: J24.749I
• Wikidata: Q83062396
• Mol file: 3666-84-0.mol

Synonyms:methyl 2-acetyl-2-allylpent-4-enoate;Methyl 2-acetyl-2-allylpent-4-ene-1-oate;3666-84-0;Z8K2HEA7BG;EINECS 222-929-2;UNII-Z8K2HEA7BG;SCHEMBL9723344;DTXSID80190115;2,2-Diallylacetoacetic acid methyl ester;2-ACETYL-2-(2-PROPENYL)-4-PENTENOIC ACID METHYL ESTER;4-PENTENOIC ACID, 2-ACETYL-2-(2-PROPEN-1-YL)-, METHYL ESTER

Chemical Property of Methyl 2-acetyl-2-allylpent-4-ene-1-oate

Chemical Property:

• Vapor Pressure: 0.0264mmHg at 25°C
• Boiling Point: 246.9°Cat760mmHg
• Flash Point: 100°C
• PSA: 43.37000
• Density: 0.976g/cm³
• LogP: 1.88700
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(CC=C)(CC=C)C(=O)OC

Technology Process of Methyl 2-acetyl-2-allylpent-4-ene-1-oate

There total 13 articles about Methyl 2-acetyl-2-allylpent-4-ene-1-oate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

acetoacetic acid methyl ester (105-45-3) + allyl alcohol (107-18-6) → 4-acetyl-4-carbomethoxy-1,6-heptadiene (3666-84-0)

Guidance literature:

With triethyl borane; potassium hexamethylsilazane; triphenylphosphine; palladium diacetate; In tetrahydrofuran; at 50 ℃; for 1h;

DOI:10.1016/S0040-4020(03)01234-1

Reference yield: 97.0%

acetoacetic acid methyl ester (105-45-3) + 3-chloroprop-1-ene (107-05-1) → tetrabutyl ammonium salt + 4-acetyl-4-carbomethoxy-1,6-heptadiene (3666-84-0)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In water;

Reference yield: 92.0%

tris(allyl)borate (1693-71-6) + acetoacetic acid methyl ester (105-45-3) → 4-acetyl-4-carbomethoxy-1,6-heptadiene (3666-84-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; for 7h;

DOI:10.1016/0022-328X(88)80217-1

upstream raw materials:

allyl iodid

allyl phenyl ether

acetoacetic acid methyl ester

tris(allyl)borate

Refernces

• 1、 Manick, Anne-Doriane,Berhal, Farouk,Prestat, Guillaume. "Development of a One-Pot Four C-C Bond-Forming Sequence Based on Palladium/Ruthenium Tandem Catalysis". supporting information. p. 194 - 197. Retrieved 2018/01/17.
• 2、 Liu, Jian,Huo, Xing,Li, Tianrong,Yang, Zhengyin,Xi, Pinxian,Wang, Zhiyi,Wang, Baodui. "Palladium nanoparticles bonded to two-dimensional iron oxide graphene nanosheets: A synergistic and highly reusable catalyst for the Tsuji-Trost reaction in water and air". . p. 11549 - 11555. Retrieved 2014/11/07.